I would say it depends on where you are in So.
Cal. But in any case, load up a bunch of goodies,ie.
food,drink,supplies and good friend, and
head out to the islands for a week or so. Especially the outter islands like Santa Barbara, San Nicolas and San Clemente. Then hit the backside of
Catalina and home. That will be a good shakedown and
anchoring experience and give you a chance to learn about the boat and yourself. As this is
hurricane season in
Mexico and
insurance is an issue, by the time October comes around, you should be set and ready to go! As to bashing uphill, screw that! After leaving Cabo, tack
offshore, stay outside of Cedros and avoid the coastal "bashing". You would have already enjoyed
Baja on the way down so why beat yourself to death on the way up? Tacking
offshore takes maybe 2 to 3 tacks, depending on
weather, to get to
San Diego.
Enjoy your new boat!